Train to sail a 30-foot keelboat in a 3–4 day course (max 4 students)
3 - 4 Days
Up to 4 people
Lunch break, Instruction
Build practical sailing skills over three to four days as you train on a 30-foot keelboat in light to moderate conditions. Classes are limited to four students and meet at 78 Old Fisherman's Wharf in Monterey.
You must complete a two-hour Introduction to Sailing course or get special permission from a Sail Monterey instructor before enrolling. Tipping instructors is recommended at course completion; clarify the amount with Greetwell before booking.
Cancel at least 14 days before the first day of class for a refund. Late or absent students do not receive a refund and must pay full price for another class. If the instructor cancels due to unforeseen circumstances (ie. weather or maintenance), you are entitled to a full refund.
Complete the two-hour Introduction to Sailing course before you enroll, or get special permission from a Sail Monterey instructor.
Plan for 10:00am to around 3:30pm each day. Arrive at least 15 minutes before the start time.
Dress in layers based on the weather. Wear flat-bottom, non-marking, closed-toe shoes (white soles are recommended). Bring a hat, sunglasses, and sunscreen, and wear a waterproof or water-resistant outer layer.
78 Old Fisherman's Wharf
LEI delivers consistently exceptional charter experiences, with reviewers praising everything from their well-maintained catamarans to their attentive crews. Nicole handles bookings with clear communication and helpful recommendations (including private chef referrals that guests rave about), while captains like Alex, Trevor, Guy, and Ross earn repeated mentions for being professional, personable, and great at making everyone feel comfortable. Multiple guests have returned for their third or fourth charters, which speaks volumes about the quality. The boats themselves impress, with several reviewers noting the Lagoon 42 and Bali 4.6 catamarans look even bigger and more beautiful in person. Crews provide snacks, drinks, and essentials while allowing you to bring your own food and wine for easy celebrations. There was one isolated timing hiccup where a dock mix-up delayed departure by 20 minutes without compensation, but this appears to be an outlier in an otherwise seamless operation. Perfect for bachelorette parties, birthdays, family gatherings, or just a luxurious day on the water with friends.